4H-1,3-Dioxolo4,5-cpyrrole, 4-(4-bromophenyl)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, (3aS,4S,6R,6aR)-

Base Information

Chemical Name:4H-1,3-Dioxolo4,5-cpyrrole, 4-(4-bromophenyl)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, (3aS,4S,6R,6aR)-
CAS No.:188744-83-4
Molecular Formula:C20H32 Br N O3 Si
Molecular Weight:442.46
Hs Code.:

4H-1,3-Dioxolo4,5-cpyrrole, 4-(4-bromophenyl)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, (3aS,4S,6R,6aR)-

Synonyms:4H-1,3-Dioxolo[4,5-c]pyrrole,4-(4-bromophenyl)-6-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]tetrahydro-2,2-dimethyl-,[3aS-(3aa,4a,6a,6aa)]-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4H-1,3-Dioxolo4,5-cpyrrole, 4-(4-bromophenyl)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, (3aS,4S,6R,6aR)-

Chemical Property:

PSA：39.72000
LogP:5.33270

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 4H-1,3-Dioxolo4,5-cpyrrole, 4-(4-bromophenyl)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, (3aS,4S,6R,6aR)-

There total 4 articles about 4H-1,3-Dioxolo4,5-cpyrrole, 4-(4-bromophenyl)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-, (3aS,4S,6R,6aR)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

: 22480-64-4
4-bromophenyllithium

: 153172-33-9
(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 188744-83-4
(1S)-1-(4-bromophenyl)-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/S0040-4020(96)01172-6

Reference yield:

: 153172-31-7
(3aR,4R,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 188744-83-4
(1S)-1-(4-bromophenyl)-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol

Guidance literature:: Multi-step reaction with 3 steps

1: NCS / pentane / 0.5 h / Ambient temperature

2: 1.) BuLi, 2,2,6,6-tetramethylpiperidine / 1.) THF, 0 deg C, 2.) THF, -78 deg C

3: 55 percent / tetrahydrofuran / 1 h / -78 °C

With 2,2,6,6-tetramethyl-piperidine; N-chloro-succinimide; n-butyllithium; In tetrahydrofuran; pentane;
DOI:10.1016/S0040-4020(96)01172-6

Reference yield:

: 153172-32-8
(3aR,4R,6aS)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-chloro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole

: 188744-83-4
(1S)-1-(4-bromophenyl)-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) BuLi, 2,2,6,6-tetramethylpiperidine / 1.) THF, 0 deg C, 2.) THF, -78 deg C

2: 55 percent / tetrahydrofuran / 1 h / -78 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran;
DOI:10.1016/S0040-4020(96)01172-6